A Platinum Complex-Catalyzed Reaction of 3-Chloro-1,3-diene Monoepoxides with Carbon Nucleophiles Involving Nucleophilic Substitution at the Central Carbon Atom of the π-Allyl Ligand in the Intermediate Complex. Dependency of Regioselectivity upon the Added Lewis Acids

The reaction of 3-chloro-1,3-diene monoepoxides with sodium ethyl acetoacetate in the presence of a catalytic amount of platinum(0) complex resulted in the formation of furan derivatives. The key feature of this new platinum-catalyzed reaction is the nucleophilic substitution at the central carbon a...

Full description

Saved in:
Bibliographic Details
Published in:Tetrahedron 2000-04, Vol.56 (15), p.2231-2237
Main Authors: Kadota, Joji, Chatani, Naoto, Murai, Shinji
Format: Article
Language:English
Subjects:
catalysts
platinum and compounds
substitution
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:The reaction of 3-chloro-1,3-diene monoepoxides with sodium ethyl acetoacetate in the presence of a catalytic amount of platinum(0) complex resulted in the formation of furan derivatives. The key feature of this new platinum-catalyzed reaction is the nucleophilic substitution at the central carbon atom of the (π-allyl) complexes, which are formed as intermediates. Then cyclization follows to give furans. Different regio isomers were obtained by changing the Lewis acid added.
ISSN:0040-4020
1464-5416
DOI:10.1016/S0040-4020(99)01106-0